data_R3Y # _chem_comp.id R3Y _chem_comp.name "1-{[7-(5-chloro-2-{[(3R,4S)-4-fluoropyrrolidin-3-yl]oxy}-3-methylphenyl)thieno[3,2-b]pyridin-2-yl]methyl}-1H-pyrrole-2,5-dione" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H21 Cl F N3 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2020-01-29 _chem_comp.pdbx_modified_date 2020-06-08 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 473.948 _chem_comp.one_letter_code ? _chem_comp.three_letter_code R3Y _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 6VN3 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal R3Y C1 C1 C 0 1 N N N 25.922 0.761 24.870 3.803 0.675 -2.555 C1 R3Y 1 R3Y C2 C2 C 0 1 Y N N 25.881 0.134 26.250 3.189 1.268 -1.314 C2 R3Y 2 R3Y C3 C3 C 0 1 Y N N 26.063 -1.250 26.337 3.445 2.584 -0.977 C3 R3Y 3 R3Y C4 C4 C 0 1 Y N N 26.037 -1.892 27.572 2.885 3.136 0.162 C4 R3Y 4 R3Y C5 C5 C 0 1 Y N N 25.824 -1.165 28.730 2.064 2.376 0.972 C5 R3Y 5 R3Y C6 C6 C 0 1 Y N N 25.633 0.217 28.681 1.799 1.049 0.641 C6 R3Y 6 R3Y C7 C7 C 0 1 Y N N 25.667 0.896 27.420 2.362 0.496 -0.513 C7 R3Y 7 R3Y C11 C8 C 0 1 N N N 25.881 4.558 28.016 4.080 -2.207 -1.146 C11 R3Y 8 R3Y C17 C9 C 0 1 Y N N 25.401 0.937 29.959 0.919 0.228 1.507 C17 R3Y 9 R3Y C18 C10 C 0 1 Y N N 24.215 1.680 30.111 1.305 -0.108 2.802 C18 R3Y 10 R3Y C19 C11 C 0 1 Y N N 24.001 2.387 31.290 0.455 -0.876 3.578 C19 R3Y 11 R3Y C21 C12 C 0 1 Y N N 26.069 1.693 32.184 -1.133 -1.003 1.879 C21 R3Y 12 R3Y C23 C13 C 0 1 Y N N 28.169 0.857 32.783 -2.519 -0.946 -0.004 C23 R3Y 13 R3Y O29 O1 O 0 1 N N N 31.220 0.313 31.410 -5.732 -0.813 1.102 O29 R3Y 14 R3Y C30 C14 C 0 1 N N N 32.222 2.436 31.902 -6.375 1.263 0.025 C30 R3Y 15 R3Y C31 C15 C 0 1 N N N 31.885 3.417 33.033 -5.762 1.896 -1.240 C31 R3Y 16 R3Y C32 C16 C 0 1 N N N 30.743 2.738 33.754 -4.678 0.918 -1.637 C32 R3Y 17 R3Y O8 O2 O 0 1 N N N 25.494 2.255 27.310 2.105 -0.796 -0.846 O8 R3Y 18 R3Y C9 C17 C 0 1 N N R 26.496 3.164 27.826 2.911 -1.799 -0.225 C9 R3Y 19 R3Y N12 N1 N 0 1 N N N 27.106 5.392 28.156 4.246 -3.667 -1.020 N12 R3Y 20 R3Y C13 C18 C 0 1 N N N 28.330 4.680 27.723 3.252 -4.172 -0.048 C13 R3Y 21 R3Y C14 C19 C 0 1 N N S 27.711 3.501 26.935 2.115 -3.121 -0.064 C14 R3Y 22 R3Y F16 F1 F 0 1 N N N 27.369 3.964 25.664 1.258 -3.325 -1.151 F16 R3Y 23 R3Y N20 N2 N 0 1 Y N N 24.896 2.378 32.272 -0.700 -1.293 3.121 N20 R3Y 24 R3Y C22 C20 C 0 1 Y N N 27.140 1.595 33.157 -2.376 -1.386 1.232 C22 R3Y 25 R3Y S24 S1 S 0 1 Y N N 27.916 0.176 31.187 -1.134 0.005 -0.506 S24 R3Y 26 R3Y C25 C21 C 0 1 Y N N 26.353 0.953 31.019 -0.332 -0.227 1.040 C25 R3Y 27 R3Y C26 C22 C 0 1 N N N 29.400 0.633 33.624 -3.722 -1.218 -0.869 C26 R3Y 28 R3Y N27 N3 N 0 1 N N N 30.461 1.558 33.167 -4.661 -0.098 -0.765 N27 R3Y 29 R3Y C28 C23 C 0 1 N N N 31.247 1.302 32.106 -5.574 -0.007 0.211 C28 R3Y 30 R3Y O33 O3 O 0 1 N N N 30.204 3.207 34.728 -3.942 1.035 -2.592 O33 R3Y 31 R3Y CL34 CL1 CL 0 0 N N N 26.266 -3.603 27.675 3.215 4.790 0.575 CL34 R3Y 32 R3Y H1 H1 H 0 1 N N N 24.909 0.772 24.441 4.768 0.233 -2.307 H1 R3Y 33 R3Y H2 H2 H 0 1 N N N 26.299 1.792 24.947 3.142 -0.094 -2.955 H2 R3Y 34 R3Y H3 H3 H 0 1 N N N 26.589 0.175 24.221 3.943 1.458 -3.301 H3 R3Y 35 R3Y H4 H4 H 0 1 N N N 26.225 -1.826 25.438 4.087 3.184 -1.606 H4 R3Y 36 R3Y H5 H5 H 0 1 N N N 25.805 -1.673 29.683 1.629 2.810 1.860 H5 R3Y 37 R3Y H6 H6 H 0 1 N N N 25.285 4.859 27.142 3.846 -1.949 -2.179 H6 R3Y 38 R3Y H7 H7 H 0 1 N N N 25.256 4.604 28.920 4.994 -1.702 -0.835 H7 R3Y 39 R3Y H8 H8 H 0 1 N N N 23.479 1.701 29.321 2.254 0.226 3.195 H8 R3Y 40 R3Y H9 H9 H 0 1 N N N 23.090 2.954 31.409 0.751 -1.139 4.583 H9 R3Y 41 R3Y H10 H10 H 0 1 N N N 33.260 2.081 31.988 -6.251 1.924 0.883 H10 R3Y 42 R3Y H11 H11 H 0 1 N N N 32.746 3.557 33.703 -6.510 1.980 -2.028 H11 R3Y 43 R3Y H12 H12 H 0 1 N N N 26.863 2.804 28.799 3.283 -1.450 0.738 H12 R3Y 44 R3Y H13 H13 H 0 1 N N N 27.209 5.652 29.116 5.184 -3.900 -0.732 H13 R3Y 45 R3Y H15 H15 H 0 1 N N N 28.920 4.328 28.582 2.875 -5.144 -0.363 H15 R3Y 46 R3Y H16 H16 H 0 1 N N N 28.960 5.311 27.079 3.694 -4.240 0.946 H16 R3Y 47 R3Y H17 H17 H 0 1 N N N 28.410 2.653 26.904 1.561 -3.131 0.875 H17 R3Y 48 R3Y H18 H18 H 0 1 N N N 27.099 2.089 34.116 -3.127 -1.985 1.725 H18 R3Y 49 R3Y H19 H19 H 0 1 N N N 29.167 0.830 34.681 -3.406 -1.331 -1.906 H19 R3Y 50 R3Y H20 H20 H 0 1 N N N 29.741 -0.407 33.511 -4.210 -2.134 -0.536 H20 R3Y 51 R3Y H14 H14 H 0 1 N N N 32.075 2.907 30.919 -7.428 1.033 -0.133 H14 R3Y 52 R3Y H21 H21 H 0 1 N N N 31.572 4.391 32.629 -5.332 2.872 -1.012 H21 R3Y 53 # # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal R3Y C1 C2 SING N N 1 R3Y F16 C14 SING N N 2 R3Y C2 C3 DOUB Y N 3 R3Y C2 C7 SING Y N 4 R3Y C3 C4 SING Y N 5 R3Y C14 C13 SING N N 6 R3Y C14 C9 SING N N 7 R3Y O8 C7 SING N N 8 R3Y O8 C9 SING N N 9 R3Y C7 C6 DOUB Y N 10 R3Y C4 CL34 SING N N 11 R3Y C4 C5 DOUB Y N 12 R3Y C13 N12 SING N N 13 R3Y C9 C11 SING N N 14 R3Y C11 N12 SING N N 15 R3Y C6 C5 SING Y N 16 R3Y C6 C17 SING N N 17 R3Y C17 C18 DOUB Y N 18 R3Y C17 C25 SING Y N 19 R3Y C18 C19 SING Y N 20 R3Y C25 S24 SING Y N 21 R3Y C25 C21 DOUB Y N 22 R3Y S24 C23 SING Y N 23 R3Y C19 N20 DOUB Y N 24 R3Y O29 C28 DOUB N N 25 R3Y C30 C28 SING N N 26 R3Y C30 C31 SING N N 27 R3Y C28 N27 SING N N 28 R3Y C21 N20 SING Y N 29 R3Y C21 C22 SING Y N 30 R3Y C23 C22 DOUB Y N 31 R3Y C23 C26 SING N N 32 R3Y C31 C32 SING N N 33 R3Y N27 C26 SING N N 34 R3Y N27 C32 SING N N 35 R3Y C32 O33 DOUB N N 36 R3Y C1 H1 SING N N 37 R3Y C1 H2 SING N N 38 R3Y C1 H3 SING N N 39 R3Y C3 H4 SING N N 40 R3Y C5 H5 SING N N 41 R3Y C11 H6 SING N N 42 R3Y C11 H7 SING N N 43 R3Y C18 H8 SING N N 44 R3Y C19 H9 SING N N 45 R3Y C30 H10 SING N N 46 R3Y C31 H11 SING N N 47 R3Y C9 H12 SING N N 48 R3Y N12 H13 SING N N 49 R3Y C13 H15 SING N N 50 R3Y C13 H16 SING N N 51 R3Y C14 H17 SING N N 52 R3Y C22 H18 SING N N 53 R3Y C26 H19 SING N N 54 R3Y C26 H20 SING N N 55 R3Y C30 H14 SING N N 56 R3Y C31 H21 SING N N 57 # # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor R3Y SMILES ACDLabs 12.01 "Cc4cc(Cl)cc(c2ccnc3cc(CN1C(CCC1=O)=O)sc23)c4OC5CNCC5F" R3Y InChI InChI 1.03 "InChI=1S/C23H21ClFN3O3S/c1-12-6-13(24)7-16(22(12)31-19-10-26-9-17(19)25)15-4-5-27-18-8-14(32-23(15)18)11-28-20(29)2-3-21(28)30/h4-8,17,19,26H,2-3,9-11H2,1H3/t17-,19+/m0/s1" R3Y InChIKey InChI 1.03 SWLBIOVQZDSJKD-PKOBYXMFSA-N R3Y SMILES_CANONICAL CACTVS 3.385 "Cc1cc(Cl)cc(c1O[C@@H]2CNC[C@@H]2F)c3ccnc4cc(CN5C(=O)CCC5=O)sc34" R3Y SMILES CACTVS 3.385 "Cc1cc(Cl)cc(c1O[CH]2CNC[CH]2F)c3ccnc4cc(CN5C(=O)CCC5=O)sc34" R3Y SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "Cc1cc(cc(c1O[C@@H]2CNC[C@@H]2F)c3ccnc4c3sc(c4)CN5C(=O)CCC5=O)Cl" R3Y SMILES "OpenEye OEToolkits" 2.0.7 "Cc1cc(cc(c1OC2CNCC2F)c3ccnc4c3sc(c4)CN5C(=O)CCC5=O)Cl" # # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier R3Y "SYSTEMATIC NAME" ACDLabs 12.01 "1-{[7-(5-chloro-2-{[(3R,4S)-4-fluoropyrrolidin-3-yl]oxy}-3-methylphenyl)thieno[3,2-b]pyridin-2-yl]methyl}pyrrolidine-2,5-dione" R3Y "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "1-[[7-[5-chloranyl-2-[(3~{R},4~{S})-4-fluoranylpyrrolidin-3-yl]oxy-3-methyl-phenyl]thieno[3,2-b]pyridin-2-yl]methyl]pyrrolidine-2,5-dione" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site R3Y "Create component" 2020-01-29 RCSB R3Y "Initial release" 2020-04-29 RCSB R3Y "Modify descriptor" 2020-06-08 RCSB ##